Sodium Bicarbonate → 4-((3-(3-(Trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)cyclohexanol

HRID 1483780

반응식

HRID 1483780 반응식
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]([F:21])([F:20])[F:19])[CH:12]=3)=[CH:9][N:10]=2)[N:7]=1.Cl.[NH2:23][C@H:24]1[CH2:29][CH2:28][C@H:27]([OH:30])[CH2:26][CH2:25]1.C([O-])(O)=O.[Na+]>CN1C(=O)CCC1>[F:19][C:18]([F:21])([F:20])[O:17][C:13]1[CH:12]=[C:11]([C:8]2[N:6]3[N:7]=[C:2]([NH:23][CH:24]4[CH2:29][CH2:28][CH:27]([OH:30])[CH2:26][CH2:25]4)[CH:3]=[CH:4][C:5]3=[N:10][CH:9]=2)[CH:16]=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 593798616-Chloro-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazineHCID 178479278HCID 178479278, 화합물

생성물 1

HCID 249960724-((3-(3-(Trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)cyclohexanol수율 19.8%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
180 °C

실험 절차

To a solution of 6-chloro-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazine (200 mg, 0.64 mmol) and trans-4-aminocyclohexanol hydrogenchloride (184 mg, 1.59 mmol) in NMP (2.0 mL) was added NaHCO3 (161 mg, 1.91 mmol), the mixture was stirred at 180° C. for 45 mins under microwave irridation. The mixture was purified by flash chromatograph to give 4-((3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)cyclohexanol (50 mg, 0.127 mmol, 16%) as a pale yellow solid.

후처리

  1. customThe mixture was purified by flash chromatograph

출처 및 근거

ORD 기록
ord-a4c148968b224769a228ca4da4d65f7d
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09416132B2

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